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A6185

Sigma-Aldrich

Calpain Inhibitor I

≥97% (TLC), powder

Synonym(s):

ALLN, Ac-LLnL-CHO, MG-101, N-Acetyl-L-leucyl-L-leucyl-L-norleucinal, N-Acetyl-Leu-Leu-Norleu-al

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5 MG
$119.70
25 MG
$450.90

About This Item

Empirical Formula (Hill Notation):
C20H37N3O4
CAS Number:
110044-82-1
Molecular Weight:
383.53
Beilstein/REAXYS Number:
7656053
MDL number:
MFCD00065505
UNSPSC Code:
12352200
PubChem Substance ID:
24891066
NACRES:
NA.77

$119.70

List Price$133.00Save 10%
Web-Only Promotion

Available to ship onApril 28, 2025Details

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biological source

synthetic (organic)

Quality Level

200

assay

≥97% (TLC)

form

powder

color

white

solubility

DMSO: soluble
ethanol: soluble

Storage temp.

−20°C

SMILES string

[H]C(=O)[C@H](CCCC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(C)=O

InChI

1S/C20H37N3O4/c1-7-8-9-16(12-24)22-19(26)18(11-14(4)5)23-20(27)17(10-13(2)3)21-15(6)25/h12-14,16-18H,7-11H2,1-6H3,(H,21,25)(H,22,26)(H,23,27)/t16-,17-,18-/m0/s1

Inchi Key

FMYKJLXRRQTBOR-BZSNNMDCSA-N

Gene Information

human ... CAPN1(823) , CTSB(1508) , PSMA1(5682)

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Application

Calpain Inhibitor I have been used:
  • as a component of protease inhibitor cocktail for gel shift analysis[1]
  • for treating HeLa cell cultures[2]
  • for inhibition of 26 S proteasome in 26 S proteasome inhibition assays[3]

Biochem/physiol Actions

Calpain Inhibitor I inhibits tumor necrosis factor-induced (TNF-induced) cleavage of Poly (ADP-ribose) polymerase (PARP) and calpastatin in apoptosis.[4] It also inhibits oxygen/glucose deprivation (OGD) induced cleavage of caspase-12 and Bcl-xL..[5]
Can initiate apoptosis in HL-60 cells[6] but blocks dexamethasone-induced apoptosis in thymocytes and cycloheximide-induced apoptosis in metamyelocytes.[7] Inhibits cyclin B degradation and arrests the cell cycle at G1/S and at meta-/anaphase.[8] Blocks induction of nitric oxide synthase by LPS in macrophages.[9]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX2014
MKCQ7536
MKCM9527
MKCH5697
MKBW6115V

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S W Sherwood et al.
Proceedings of the National Academy of Sciences of the United States of America, 90(8), 3353-3357 (1993-04-15)
The cytotoxic neutral cysteine protease inhibitor N-acetylleucylleucylnorleucinal (ALLN) inhibits cell-cycle progression in CHO cells, affecting the G1/S and metaphase-anaphase transition points, as well as S phase. Mitotic arrest induced by ALLN is associated with the inhibition of cyclin B degradation.
J M Griscavage et al.
Proceedings of the National Academy of Sciences of the United States of America, 93(8), 3308-3312 (1996-04-16)
The objective of this study was to elucidate the role of the proteasome pathway or multicatalytic proteinase complex in the induction of immunologic nitric oxide (NO) synthase (iNOS) in rat alveolar macrophages activated by lipopolysaccharide. Macrophages were incubated in the
Cleavage of the calpain inhibitor, calpastatin, during apoptosis
Porn-Ares M I, et al.
Cell Death and Differentiation, 5(12), 1028-1028 (1998)
Q Lu et al.
Archives of biochemistry and biophysics, 334(1), 175-181 (1996-10-01)
Recent investigations indicate that proteolysis is an important event in generation of the apoptosis phenotype. Although various proteases have been suggested to be candidates for this proteolysis, the results from different laboratories are inconsistent. In the present studies, HL-60 cells
Cross-talk between two cysteine protease families: activation of caspase-12 by calpain in apoptosis
Nakagawa T and Yuan J
The Journal of Cell Biology, 150(4), 887-894 (2000)
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